# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 21 07:34:56 2020
#   Inital geometry file: a 90 line input string
#   Ligand name: (4R)-4-[5-(difluoromethyl)-1H-imidazol-1-yl]-3,3-dimethyl-3,4-dihydro-1H-2-benzopyran-1-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1(C)OC(=O)c2ccccc2[C@H]1n3cncc3C(F)F
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 CWA  CWA  (4R)-4-[5-(difluoromethyl)-1H-imidazol-1-yl]-3,3-dimethyl-3,4-dihydro-1H-2-benzopyran-1-one  ligand  35  21  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_CWA
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 CWA  C1   C  CR16  0  -0.232   1.7667   3.1313   0.0167
 CWA  C2   C  CR16  0  -0.245   3.0032   2.6787  -0.4318
 CWA  C3   C  CR16  0  -0.262   3.2389   1.3215  -0.5573
 CWA  C15  C  CR15  0   0.111  -0.7191  -0.4742  -1.8259
 CWA  C17  C  CR15  0  -0.216  -2.8414  -0.4560  -1.7090
 CWA  C18  C  CR5   0   0.132  -2.3886  -0.2385  -0.4394
 CWA  C19  C  CH1   0   0.523  -3.1381   0.0260   0.8105
 CWA  C10  C  CR16  0  -0.247  -0.0679  -0.1338   0.5745
 CWA  C4   C  CR16  0  -0.294   0.7687   2.2268   0.3444
 CWA  C5   C  CR66  0   0.187   1.0034   0.8644   0.2299
 CWA  C6   C  CR66  0  -0.148   2.2383   0.4103  -0.2247
 CWA  C7   C  CR6   0   0.555   2.4847  -1.0375  -0.4031
 CWA  C9   C  CR6   0   0.176   0.5537  -1.4735   0.9984
 CWA  F20  F  F     0  -0.344  -2.9345   1.3186   1.2165
 CWA  F21  F  F     0  -0.326  -4.4624  -0.1066   0.5603
 CWA  N14  N  NR5   0  -0.460  -1.0172  -0.2539  -0.5252
 CWA  N16  N  N     0  -0.436  -1.7908  -0.6020  -2.5617
 CWA  O11  O  O     0  -0.413   3.4506  -1.4837  -0.9674
 CWA  O8   O  O     0  -0.453   1.5529  -1.8798   0.0388
 CWA  H1   H  HCR6  0   0.277   1.5817   4.1925   0.1153
 CWA  H2   H  HCR6  0   0.274   3.7806   3.3872  -0.6835
 CWA  H3   H  HCR6  0   0.275   4.1968   0.9662  -0.9115
 CWA  H4   H  HCH3  0   0.242  -1.2636  -2.3722   1.7195
 CWA  H5   H  HCH3  0   0.259  -0.8992  -2.7829   0.0361
 CWA  H6   H  HCH3  0   0.268   0.0091  -3.5227   1.3551
 CWA  H7   H  HCH3  0   0.254   0.4320  -1.1178   3.1174
 CWA  H8   H  HCH3  0   0.262   1.6987  -2.2502   2.6526
 CWA  H9   H  HCH3  0   0.253   1.9293  -0.5147   2.4155
 CWA  H10  H  HCR5  0   0.293   0.2933  -0.5148  -2.1963
 CWA  H11  H  HCR5  0   0.275  -3.8640  -0.5135  -2.0479
 CWA  H12  H  HCH1  0   0.212  -2.8800  -0.6228   1.6500
 CWA  H13  H  HCR6  0   0.317  -0.6170   0.2451   1.4360
 CWA  H14  H  HCR6  0   0.266  -0.1927   2.5803   0.6961
 CWA  C12  C  CH3   0  -0.675  -0.4622  -2.6001   1.0171
 CWA  C13  C  CH3   0  -0.658   1.1997  -1.3234   2.3711

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 CWA  C2   C1   aromatic  1.391  0.020  1.391
 CWA  C2   C3   aromatic  1.383  0.020  1.383
 CWA  C1   C4   aromatic  1.386  0.020  1.386
 CWA  C3   C6   aromatic  1.394  0.020  1.394
 CWA  C4   C5   aromatic  1.387  0.020  1.387
 CWA  C13  C9   single    1.524  0.020  1.524
 CWA  C6   C5   aromatic  1.392  0.020  1.392
 CWA  C6   C7   single    1.479  0.020  1.479
 CWA  C5   C10  single    1.504  0.020  1.504
 CWA  C7   O11  double    1.204  0.020  1.204
 CWA  C7   O8   single    1.332  0.020  1.332
 CWA  C10  C9   single    1.537  0.020  1.537
 CWA  C10  N14  single    1.458  0.020  1.458
 CWA  C9   O8   single    1.444  0.020  1.444
 CWA  C9   C12  single    1.517  0.020  1.517
 CWA  F20  C19  single    1.370  0.020  1.370
 CWA  N14  C15  aromatic  1.353  0.020  1.353
 CWA  N14  C18  aromatic  1.374  0.020  1.374
 CWA  C15  N16  aromatic  1.306  0.020  1.306
 CWA  C19  C18  single    1.481  0.020  1.481
 CWA  C19  F21  single    1.354  0.020  1.354
 CWA  C18  C17  aromatic  1.365  0.020  1.365
 CWA  N16  C17  aromatic  1.361  0.020  1.361
 CWA  C1   H1   single    0.930  0.020  1.080
 CWA  C2   H2   single    0.930  0.020  1.080
 CWA  C3   H3   single    0.930  0.020  1.080
 CWA  C12  H4   single    0.970  0.020  1.090
 CWA  C12  H5   single    0.970  0.020  1.090
 CWA  C12  H6   single    0.970  0.020  1.090
 CWA  C13  H7   single    0.970  0.020  1.090
 CWA  C13  H8   single    0.970  0.020  1.090
 CWA  C13  H9   single    0.970  0.020  1.090
 CWA  C15  H10  single    0.930  0.020  1.080
 CWA  C17  H11  single    0.930  0.020  1.080
 CWA  C19  H12  single    0.970  0.020  1.090
 CWA  C10  H13  single    0.970  0.020  1.090
 CWA  C4   H14  single    0.930  0.020  1.080

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 CWA  H1   C1   C4   119.70  3.000
 CWA  H1   C1   C2   120.03  3.000
 CWA  C4   C1   C2   120.26  3.000
 CWA  H2   C2   C3   119.94  3.000
 CWA  H2   C2   C1   120.06  3.000
 CWA  C3   C2   C1   119.99  3.000
 CWA  H3   C3   C6   119.96  3.000
 CWA  H3   C3   C2   120.20  3.000
 CWA  C6   C3   C2   119.84  3.000
 CWA  H10  C15  N16  124.95  3.000
 CWA  H10  C15  N14  122.90  3.000
 CWA  N16  C15  N14  112.14  3.000
 CWA  H11  C17  N16  121.95  3.000
 CWA  H11  C17  C18  127.95  3.000
 CWA  N16  C17  C18  110.10  3.000
 CWA  N14  C18  C19  124.03  3.000
 CWA  C19  C18  C17  130.18  3.000
 CWA  N14  C18  C17  105.73  3.000
 CWA  H12  C19  F21  108.36  3.000
 CWA  H12  C19  F20  107.31  3.000
 CWA  F21  C19  F20  107.00  3.000
 CWA  H12  C19  C18  115.03  3.000
 CWA  F21  C19  C18  108.75  3.000
 CWA  F20  C19  C18  110.08  3.000
 CWA  H13  C10  N14  107.27  3.000
 CWA  H13  C10  C9   106.80  3.000
 CWA  N14  C10  C9   113.56  3.000
 CWA  H13  C10  C5   108.02  3.000
 CWA  N14  C10  C5   110.21  3.000
 CWA  C9   C10  C5   110.71  3.000
 CWA  H14  C4   C5   119.83  3.000
 CWA  H14  C4   C1   120.20  3.000
 CWA  C5   C4   C1   119.97  3.000
 CWA  C6   C5   C4   119.83  3.000
 CWA  C6   C5   C10  119.35  3.000
 CWA  C4   C5   C10  120.82  3.000
 CWA  C7   C6   C5   120.42  3.000
 CWA  C7   C6   C3   119.44  3.000
 CWA  C5   C6   C3   120.11  3.000
 CWA  O8   C7   O11  118.84  3.000
 CWA  O8   C7   C6   117.55  3.000
 CWA  O11  C7   C6   123.55  3.000
 CWA  O8   C9   C10  110.00  3.000
 CWA  O8   C9   C13  109.45  3.000
 CWA  C10  C9   C13  109.51  3.000
 CWA  O8   C9   C12  105.23  3.000
 CWA  C10  C9   C12  112.33  3.000
 CWA  C13  C9   C12  110.23  3.000
 CWA  C10  N14  C18  127.00  3.000
 CWA  C18  N14  C15  106.37  3.000
 CWA  C10  N14  C15  126.54  3.000
 CWA  C17  N16  C15  105.66  3.000
 CWA  C9   O8   C7   121.79  3.000
 CWA  H6   C12  H5   108.11  3.000
 CWA  H6   C12  H4   107.17  3.000
 CWA  H5   C12  H4   108.70  3.000
 CWA  H6   C12  C9   110.05  3.000
 CWA  H5   C12  C9   112.46  3.000
 CWA  H4   C12  C9   110.19  3.000
 CWA  H9   C13  H8   108.30  3.000
 CWA  H9   C13  H7   107.67  3.000
 CWA  H8   C13  H7   107.81  3.000
 CWA  H9   C13  C9   113.17  3.000
 CWA  H8   C13  C9   110.05  3.000
 CWA  H7   C13  C9   109.67  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 CWA  CONST_01  C6   C3   C2   C1      0.00   0.0  0
 CWA  CONST_02  C6   C5   C4   C1      0.00   0.0  0
 CWA  CONST_03  C5   C4   C1   C2      0.00   0.0  0
 CWA  CONST_04  C5   C6   C3   C2      0.00   0.0  0
 CWA  CONST_05  C4   C1   C2   C3      0.00   0.0  0
 CWA  CONST_06  C4   C5   C6   C3      0.00   0.0  0
 CWA  CONST_07  C17  C18  N14  C15     0.00   0.0  0
 CWA  CONST_08  C18  C17  N16  C15     0.00   0.0  0
 CWA  CONST_09  N14  C15  N16  C17     0.00   0.0  0
 CWA  CONST_10  N16  C15  N14  C18     0.00   0.0  0
 CWA  CONST_11  N16  C17  C18  N14     0.00   0.0  0
 CWA  CONST_12  C10  N14  C18  C17   180.00   0.0  0
 CWA  CONST_13  N16  C15  N14  C10   180.00   0.0  0
 CWA  CONST_14  C19  C18  N14  C15   180.00   0.0  0
 CWA  CONST_15  C10  N14  C18  C19     0.00   0.0  0
 CWA  CONST_16  N16  C17  C18  C19   180.00   0.0  0
 CWA  CONST_17  H3   C3   C2   C1    180.00   0.0  0
 CWA  CONST_18  H14  C4   C1   C2    180.00   0.0  0
 CWA  CONST_19  H1   C1   C2   C3    180.00   0.0  0
 CWA  CONST_20  H11  C17  N16  C15   180.00   0.0  0
 CWA  CONST_21  H10  C15  N16  C17   180.00   0.0  0
 CWA  CONST_22  H2   C2   C1   C4    180.00   0.0  0
 CWA  Var_01    O8   C7   C6   C3    174.03  30.0  1
 CWA  Var_02    F20  C19  C18  C17  -110.70  30.0  3
 CWA  Var_03    H7   C13  C9   C10    65.17  30.0  3
 CWA  Var_04    H4   C12  C9   C10   -60.07  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 CWA  chir_01  C10  C5  C9  N14  positiv

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 CWA  plan-1  C15  0.020
 CWA  plan-1  C17  0.020
 CWA  plan-1  C18  0.020
 CWA  plan-1  C19  0.020
 CWA  plan-1  C10  0.020
 CWA  plan-1  N14  0.020
 CWA  plan-1  N16  0.020
 CWA  plan-1  H10  0.020
 CWA  plan-1  H11  0.020
 CWA  plan-2  C1   0.020
 CWA  plan-2  C2   0.020
 CWA  plan-2  C3   0.020
 CWA  plan-2  C10  0.020
 CWA  plan-2  C4   0.020
 CWA  plan-2  C5   0.020
 CWA  plan-2  C6   0.020
 CWA  plan-2  C7   0.020
 CWA  plan-2  H1   0.020
 CWA  plan-2  H2   0.020
 CWA  plan-2  H3   0.020
 CWA  plan-2  H14  0.020
 CWA  plan-3  C6   0.020
 CWA  plan-3  C7   0.020
 CWA  plan-3  O11  0.020
 CWA  plan-3  O8   0.020

